Phosphorus pentachloride → HCID 13144517, compound

HRID 1660134Notes

Reaction equation

HRID 1660134 reaction equation
O[CH2:2][N:3]1[C:15](=[O:16])[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([O:13][CH3:14])=[O:12])[N:5]2[C:4]1=[O:17].P(Cl)(Cl)(Cl)(Cl)[Cl:19]>CCOCC>[Cl:19][CH2:2][N:3]1[C:15](=[O:16])[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([O:13][CH3:14])=[O:12])[N:5]2[C:4]1=[O:17]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13144516HCID 13144516, compound

Product 1

HCID 13144517HCID 13144517, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.97 g (0.017 mol) of methyl 2-hydroxymethyl-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate were suspended at 0° C. in 300 ml of dry ether. 3.49 g (0.017 mol) of phosphorus pentachloride were added portionwise and the mixture was stirred at room temperature for 22 hours. The resulting clear solution was evaporated in vacuo and the residue was chromatographed on silica gel using chloroform/ethyl acetate (1:1) for the elution. There were obtained 3.24 g (76%) of methyl 2-chloromethyl-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate of melting point 164°-165° C.

Workup

  1. customThe resulting clear solution was evaporated in vacuo
  2. customthe residue was chromatographed on silica gel
  3. washfor the elution

Sources & evidence

ORD record
ord-5fddbbac03e042e6856e619b5882c491
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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